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CAS 195062-61-4

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4-Chlorophenylboronic acid pinacol ester

Description:
4-Chlorophenylboronic acid pinacol ester is an organoboron compound characterized by its boronic acid functionality, which is typically used in organic synthesis, particularly in Suzuki coupling reactions. This compound features a chlorophenyl group, which enhances its reactivity and solubility in organic solvents. The pinacol ester moiety provides stability and can facilitate the formation of boronate complexes. It is generally a white to off-white solid and is soluble in common organic solvents like dichloromethane and ethanol. The presence of the boron atom allows for the formation of covalent bonds with nucleophiles, making it a valuable intermediate in the synthesis of various pharmaceuticals and agrochemicals. Additionally, its boronic acid derivative properties enable it to interact with diols and other Lewis bases, which can be exploited in sensor applications and material science. Safety precautions should be taken when handling this compound, as boronic acids can be irritants and may pose environmental hazards.
Formula:C12H16BClO2
InChI:InChI=1S/C12H16BClO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,1-4H3
InChI key:InChIKey=NYARTXMDWRAVIX-UHFFFAOYSA-N
SMILES:CC1(C)OB(OC1(C)C)C2=CC=C(Cl)C=C2
Synonyms:
  • 1,3,2-Dioxaborolane, 2-(4-chlorophenyl)-4,4,5,5-tetramethyl-
  • 2-(4-Chlorophenyl)-4,4,5,5-Tetramethyl-1,3,2-Dioxaborolane
  • 4-Chlorophenyl(pinacolato)borane
  • 4-Chlorophenylboronic Acid, Pinacol Ester
  • Pinacol (4-chlorophenyl)boronate
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